triethoxy(p-fluorophenylethyl)silane | 1244052-04-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: triethoxy(p-fluorophenylethyl)silane
• 英文别名: triethoxy(4-fluorophenethyl)silane；triethoxy-[2-(4-fluorophenyl)ethyl]silane
• CAS: 1244052-04-7
• 化学式: C₁₄H₂₃FO₃Si
• 分子量: 286.419
• InChiKey: GNSMGYWKIYTSRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氟苯乙烯 、 三乙氧基硅烷 在 Wilkinson's catalyst 、 1-(2-carboxyethyl)-3-methylimidazolium inner salt 作用下， 反应 5.0h， 生成 triethoxy(p-fluorophenylethyl)silane
  参考文献：
  名称：

  羧基官能化咪唑鎓盐对铑催化的烯烃氢化硅烷化的影响

  摘要：

  合成了一系列羧基官能化的咪唑鎓盐。羧基官能化的咪唑鎓盐（1b - 4b，1c - 3c）的氢化硅烷化反应显示出更高的苯乙烯转化率和更高的β-加合物选择性。特别地，当分别使用Rh（PPh 3）3 Cl /羧基官能化的咪唑鎓内盐（1c - 3c）作为催化剂时，根本无法得到乙苯作为氢化产物。Rh（PPh 3）3Cl /羧基官能化的咪唑鎓盐催化剂体系可以重复使用，而催化活性没有明显损失。

  DOI：

  10.1016/j.jorganchem.2012.12.016

文献信息

• Study on the anti‐sulfur‐poisoning characteristics of platinum–acetylide–phosphine complexes as catalysts for hydrosilylation reactions
  作者：Jiayun Li、Congbai Niu、Jiajian Peng、Yuan Deng、Guodong Zhang、Ying Bai、Chao Ma、Wenjun Xiao、Guoqiao Lai

  DOI：10.1002/aoc.3149

  日期：2014.6

  A series of platinum–acetylide–phosphine complexes were synthesized and their anti‐sulfur‐poisoning characteristics investigated. In comparison with Speier's and Karstedt's catalysts, the platinum–acetylide–phosphine complexes exhibited both higher catalytic activity and selectivity for the β‐adduct for the hydrosilylation reactions under the same conditions. Furthermore, the complexes also exhibited

  合成了一系列的铂-乙炔-膦配合物，并研究了它们的抗硫中毒特性。与Speier和Karstedt的催化剂相比，在相同条件下，铂-乙炔-膦配合物对β-加合物的氢化硅烷化反应显示出更高的催化活性和选择性。此外，配合物还表现出强大的抗硫中毒能力。这表明含有甲硅烷基的炔配体对氢化硅烷化反应具有强烈的影响。版权所有©2014 John Wiley＆Sons，Ltd.
• Hydrosilylation catalysed by a rhodium complex in a supercritical CO2/ionic liquid system
  作者：Jiayun Li、Jiajian Peng、Guodong Zhang、Ying Bai、Guoqiao Lai、Xiaonian Li

  DOI：10.1039/c0nj00012d

  日期：——

  The hydrosilylation of alkenes in a supercritical CO2 (scCO2)/ionic liquid (IL) system was investigated. Rh(PPh3)3Cl exhibited excellent catalytic activity and selectivity. KOtBu was used as an additive, and no hydrogenation by-product (alkane) was detected in the scCO2/IL system. During hydrosilylation in the scCO2/IL system, the reactants were possibly transferred into the IL phase by scCO2, in which the catalyst was dissolved. The products can be flushed with scCO2 after the reaction and the catalyst/IL system reused.

  在超临界二氧化碳（scCO2）/离子液体（IL）体系中研究了烯烃的氢硅化反应。Rh(PPh3)3Cl表现出优异的催化活性和选择性。KOtBu作为添加剂，在scCO2/IL体系中未检测到氢化副产物（烷烃）。在scCO2/IL体系中进行氢硅化反应时，反应物可能通过scCO2转移到IL相中，催化剂在该相中溶解。反应后，产物可通过scCO2冲洗，催化剂/IL体系可重复使用。
• Effect of carboxyl-functionalized imidazolium salts on the rhodium-catalyzed hydrosilylation of alkene
  作者：Chao Ma、Jiayun Li、Jiajian Peng、Ying Bai、Guodong Zhang、Wenjun Xiao、Guoqiao Lai

  DOI：10.1016/j.jorganchem.2012.12.016

  日期：2013.3

  A series of carboxyl-functionalized imidazolium salts were synthesized. Hydrosilylation reaction of carboxyl-functionalized imidazolium salts (1b–4b, 1c–3c) exhibited higher levels of styrene conversion and higher levels of β-adduct selectivity. In particular, no ethylbenzene as hydrogenation product could be yielded at all when Rh(PPh3)3Cl/carboxyl-functionalized imidazolium inner salts (1c–3c), respectively

  合成了一系列羧基官能化的咪唑鎓盐。羧基官能化的咪唑鎓盐（1b - 4b，1c - 3c）的氢化硅烷化反应显示出更高的苯乙烯转化率和更高的β-加合物选择性。特别地，当分别使用Rh（PPh 3）3 Cl /羧基官能化的咪唑鎓内盐（1c - 3c）作为催化剂时，根本无法得到乙苯作为氢化产物。Rh（PPh 3）3Cl /羧基官能化的咪唑鎓盐催化剂体系可以重复使用，而催化活性没有明显损失。
• Synthesis of rhodium N-heterocyclic carbene complexes and their catalytic activity in the hydrosilylation of alkenes in ionic liquid medium
  作者：Jiayun Li、Jiajian Peng、Ying Bai、Guoqiao Lai、Xiaonian Li

  DOI：10.1016/j.jorganchem.2010.11.017

  日期：2011.5

  Rhodium complexes bearing N-heterocyclic carbene (NHC) ligands were prepared from bis(η4-1,5-cyclooctadiene) dichlorodirhodium and 1-alkyl-3-methylimidazolium-2-carboxylate, and the catalytic properties of rhodium complexes prepared in the hydrosilylation of alkenes in ionic liquid media were investigated. It was found that both the catalytic activity and selectivity of the rhodium complexes bearing

  铑络合物轴承ñ -杂环卡宾（NHC）配体从双制备（η 4 -1,5-环辛二烯）dichlorodirhodium和1-烷基-3-甲基咪唑-2-羧酸乙酯，和铑配合物的催化性能在氢化硅烷化制备的研究了离子液体介质中烯烃的结构。已经发现，带有NHC配体的铑配合物的催化活性和选择性都受到咪唑鎓阳离子附着的替代物的影响。此外，在离子液体BMimPF 6中带有NHC配体的铑配合物可以重复使用而不会明显降低催化活性和选择性。
• Hydrosilylation of alkenes catalyzed by rhodium with polyethylene glycol-based ionic liquids as ligands
  作者：Yisong Xu、Ying Bai、Jiajian Peng、Jiayun Li、Wenjun Xiao、Guoqiao Lai

  DOI：10.1016/j.jorganchem.2014.05.002

  日期：2014.8

  A series of polyethylene glycol-functionalized imidazolium ionic liquids has been prepared and characterized. These ionic liquids have been successfully applied in the hydrosilylation of alkenes catalyzed by rhodium complexes. The effects of the length of the polyether chain, the amount of ionic liquid, and the reaction temperature on the catalytic performance of hydrosilylation have been investigated. Furthermore, the catalytic system has been tested for the hydrosilylation of different alkenes with triethoxysilane. The new catalytic system exhibits both excellent catalytic activity and selectivity under low-temperature conditions. The catalyst system could be recycled five times with slightly deactivation. (C) 2014 Elsevier B.V. All rights reserved.